Table of Contents
Wine and Dine
Start your date night with a romantic dinner at one of Waukegan’s finest restaurants. Enjoy delicious cuisine, cozy ambiance, and quality time with your partner.
Alternative options: The Shanty, Anastasia’s Restaurant, Silo Pizza
On-Demand Childcare in Your Neighborhood
Book a SitterTake a Stroll by the Lake
Waukegan is home to beautiful Lake Michigan, making it the perfect backdrop for a romantic evening stroll. Enjoy the stunning views, hold hands, and take in the fresh air together.
Alternative options: Bevier Park, Waukegan Municipal Beach, Hinkston Park
Catch a Show at the Genesee Theatre
The Genesee Theatre hosts a variety of performances, from concerts to comedy shows. Check their schedule and treat yourselves to a night of entertainment.
Alternative options: Three Brothers Theatre, Improv Playhouse, Citadel Theatre
Paint and Sip
Unleash your creativity and bond with your partner over a fun paint and sip session. Enjoy a glass of wine as you create your masterpieces together.
Alternative options: Muse Paintbar, Pinot’s Palette, Bottle & Bottega
Enjoy a Couples Massage
Relax and unwind with a couples massage at a local spa. Treat yourselves to a pampering session and leave feeling rejuvenated.
Alternative options: Massage Envy, Butterfly Spa & Wellness, Elements Massage
Visit the Jelly Belly Factory
Take a sweet tour of the Jelly Belly Factory and satisfy your sweet tooth with tasty treats. Learn about the candy-making process and enjoy samples along the way.
Alternative options: Blain’s Farm & Fleet, Bosacki’s Home Brew
Take a Cooking Class Together
Get hands-on in the kitchen and learn how to prepare a delicious meal together. Enjoy cooking, bonding, and eating the fruits of your labor.
Alternative options: Sur La Table, The Chopping Block, Cozymeal
Play Mini Golf at Novelty Golf & Games
Have a playful date night at Novelty Golf & Games, where you can challenge each other to a round of mini golf. Enjoy some friendly competition and laughter.
Alternative options: GreenKey Mini Golf, Lake Barrington Shores Golf Club, Highwood Bocce Club
Attend a Comedy Show at The Improv Shop
Laugh the night away at a comedy show at The Improv Shop. Enjoy the talent of local comedians and have a night filled with humor and fun.
Alternative options: The Second City, ComedySportz Chicago, Laugh Out Loud Theater
Watch the Sunset at Bowen Park
End your date night on a romantic note by watching the sunset at Bowen Park. Find a cozy spot, take in the breathtaking view, and enjoy each other’s company as the day comes to a close.
Alternative options: Bevier Park, Waukegan National Airport, Sterling Estates Park
If you’re looking for a babysitter to watch your kids while you enjoy your date night in Waukegan, be sure to check out Wyndy. With trusted and qualified sitters available, you can relax knowing your children are in good hands. Get out there, explore all that Waukegan has to offer, and make the most of your time together as a couple. Happy dating!